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Nannan Tao, E. Depeters, J. German, Rudi Grimm, C. Lebrilla (2009)
Variations in bovine milk oligosaccharides during early and middle lactation stages analyzed by high-performance liquid chromatography-chip/mass spectrometry.Journal of dairy science, 92 7
T. Jue (2010)
Biomedical applications of biophysics
F. Leo, S. Asakuma, Tadashi Nakamura, K. Fukuda, A. Senda, T. Urashima (2009)
Improved determination of milk oligosaccharides using a single derivatization with anthranilic acid and separation by reversed-phase high-performance liquid chromatography.Journal of chromatography. A, 1216 9
M. Schneir, M. Rafelson (1966)
Isolation and characterization of two structural isomers of N-acetylneuraminyllactose from bovine colostrumBiochimica et Biophysica Acta, 130
C. Kunz, S. Rudloff, W. Baier, N. Klein, S. Strobel (2000)
Oligosaccharides in human milk: structural, functional, and metabolic aspects.Annual review of nutrition, 20
N. Klein, A. Schwertmann, M. Peters, C. Kunz, S. Strobel (2000)
Immunomodulatory effects of breast milk oligosaccharides.Advances in experimental medicine and biology, 478
Shuai Wu, R. Grimm, R. Grimm, J. German, C. Lebrilla (2011)
Annotation and structural analysis of sialylated human milk oligosaccharides.Journal of proteome research, 10 2
A. Pfenninger, M. Karas, B. Finke, B. Stahl (2002)
Structural analysis of underivatized neutral human milk oligosaccharides in the negative ion mode by nano-electrospray MSn (Part 2: Application to isomeric mixtures)Journal of the American Society for Mass Spectrometry, 13
Marion Rohmer, Dominic Baeumlisberger, B. Stahl, U. Bahr, M. Karas (2011)
Fragmentation of neutral oligosaccharides using the MALDI LTQ OrbitrapInternational Journal of Mass Spectrometry, 305
B. Stahl, S. Thurl, J. Zeng, M. Karas, F. Hillenkamp, M. Steup, G. Sawatzki (1994)
Oligosaccharides from human milk as revealed by matrix-assisted laser desorption/ionization mass spectrometry.Analytical biochemistry, 223 2
P. Gopal, H. Gill (2000)
Oligosaccharides and glycoconjugates in bovine milk and colostrumBritish Journal of Nutrition, 84
Dennis Blank, Viktoria Dotz, R. Geyer, C. Kunz (2012)
Human milk oligosaccharides and Lewis blood group: individual high-throughput sample profiling to enhance conclusions from functional studies.Advances in nutrition, 3 3
C. Kunz, S. Rudloff (1996)
[Structural and functional aspects of oligosaccharides in human milk].Zeitschrift fur Ernahrungswissenschaft, 35 1
R. Veh, J. Michalski, A. Corfield, M. Sander-Wewer, Dagmar Gies, R. Schauer (1981)
New chromatographic system for the rapid analysis and preparation of colostrum sialyloligosaccharides.Journal of chromatography, 212 3
D. Newburg, S. Neubauer (1995)
CHAPTER 4 – Carbohydrates in Milks: Analysis, Quantities, and Significance
R. Jensen (1995)
Handbook of milk composition
B. Finke, B. Stahl, A. Pfenninger, M. Karas, H. Daniel, G. Sawatzki (1999)
Analysis of high-molecular-weight oligosaccharides from human milk by liquid chromatography and MALDI-MS.Analytical chemistry, 71 17
B. Fong, K. Ma, P. McJarrow (2011)
Quantification of bovine milk oligosaccharides using liquid chromatography-selected reaction monitoring-mass spectrometry.Journal of agricultural and food chemistry, 59 18
G. Boehm, B. Stahl (2007)
Oligosaccharides from milk.The Journal of nutrition, 137 3 Suppl 2
Karina Mariño, J. Lane, Jodie Abrahams, W. Struwe, D. Harvey, M. Marotta, R. Hickey, P. Rudd (2011)
Method for milk oligosaccharide profiling by 2-aminobenzamide labeling and hydrophilic interaction chromatography.Glycobiology, 21 10
D. Barile, M. Marotta, C. Chu, R. Mehra, R. Grimm, C. Lebrilla, J. German (2010)
Neutral and acidic oligosaccharides in Holstein-Friesian colostrum during the first 3 days of lactation measured by high performance liquid chromatography on a microfluidic chip and time-of-flight mass spectrometry.Journal of dairy science, 93 9
Tadao Saito, T. Itoh, S. Adachi, Tateo Suzuki, T. Usui (1981)
The chemical structure of neutral and acidic sugar chains obtained from bovine colostrum kappa-casein.Biochimica et biophysica acta, 678 2
C. Chu, C. Lebrilla (2010)
INTRODUCTION TO MODERN TECHNIQUES IN MASS SPECTROMETRY
G. Coppa, S. Bruni, L. Morelli, S. Soldi, O. Gabrielli (2004)
The first prebiotics in humans: human milk oligosaccharides.Journal of clinical gastroenterology, 38 6 Suppl
T. Saito, T. Itoh, S. Adachi (1987)
Chemical structure of three neutral trisaccharides isolated in free form from bovine colostrum.Carbohydrate research, 165 1
Y. Guérardel, W. Morelle, Y. Plancke, J. Lemoine, G. Strecker (1999)
Structural analysis of three sulfated oligosaccharides isolated from human milk.Carbohydrate research, 320 3-4
J. Hakkarainen, M. Toivanen, A. Leinonen, L. Frängsmyr, N. Strömberg, S. Lapinjoki, X. Nassif, Carina Tikkanen-Kaukanen (2005)
Human and bovine milk oligosaccharides inhibit Neisseria meningitidis pili attachment in vitro.The Journal of nutrition, 135 10
A. Broberg (2007)
High-performance liquid chromatography/electrospray ionization ion-trap mass spectrometry for analysis of oligosaccharides derivatized by reductive amination and N,N-dimethylation.Carbohydrate research, 342 11
M. Wuhrer, C. Koeleman, C. Hokke, A. Deelder (2006)
Mass spectrometry of proton adducts of fucosylated N-glycans: fucose transfer between antennae gives rise to misleading fragments.Rapid communications in mass spectrometry : RCM, 20 11
Yu-liang Ma, I. Vedernikova, H. Heuvel, M. Claeys (2000)
Internal glucose residue loss in protonated O-diglycosyl flavonoids upon low-energy collision-induced dissociationJournal of the American Society for Mass Spectrometry, 11
P. Chaturvedi, C. Warren, M. Altaye, A. Morrow, G. Ruiz-Palacios, L. Pickering, D. Newburg (2001)
Fucosylated human milk oligosaccharides vary between individuals and over the course of lactation.Glycobiology, 11 5
Serenus Hua, H. An, S. Ozcan, Grace Ro, S. Soares, R. deVere-White, C. Lebrilla (2011)
Comprehensive native glycan profiling with isomer separation and quantitation for the discovery of cancer biomarkers.The Analyst, 136 18
W. Chai, V. Piskarev, Yibing Zhang, A. Lawson, H. Kogelberg (2005)
Structural determination of novel lacto-N-decaose and its monofucosylated analogue from human milk by electrospray tandem mass spectrometry and 1H NMR spectroscopy.Archives of biochemistry and biophysics, 434 1
B. Ernst, D. Müller, W. Richter (1997)
False sugar sequence ions in electrospray tandem mass spectrometry of underivatized sialyl-Lewis-type oligosaccharidesInternational Journal of Mass Spectrometry and Ion Processes, 160
S. Wickramasinghe, Serenus Hua, G. Rincón, A. Islas-Trejo, J. German, C. Lebrilla, J. Medrano (2011)
Transcriptome Profiling of Bovine Milk Oligosaccharide Metabolism Genes Using RNA-SequencingPLoS ONE, 6
Nannan Tao, E. Depeters, S. Freeman, J. German, R. Grimm, C. Lebrilla (2008)
Bovine milk glycome.Journal of dairy science, 91 10
D. Barile, M. Meyrand, C. Lebrilla, J. German (2011)
Examining bioactive components of milk. Sources of complex oligosaccharides (Part 2)Agro Food Industry Hi-tech, 22
R. Mehra, P. Kelly (2006)
Milk oligosaccharides: Structural and technological aspectsInternational Dairy Journal, 16
K. Stiasny, S. Allison, A. Marchler-Bauer, Christian Kunz, F. Heinz (1996)
Structural requirements for low-pH-induced rearrangements in the envelope glycoprotein of tick-borne encephalitis virusJournal of Virology, 70
T. Urashima, Tadao Saito, K. Ohmisya, K. Shimazaki (1991)
Structural determination of three neutral oligosaccharides in bovine (Holstein-Friesian) colostrum, including the novel trisaccharide; GalNAcαl-3Galβ1-4GlcBiochimica et Biophysica Acta, 1073
F. Salvini, E. Riva, E. Salvatici, Günther Boehm, J. Jelinek, G. Banderali, Marcello Giovannini (2011)
A Specific Prebiotic Mixture Added to Starting Infant Formula Has Long-Lasting Bifidogenic Effects123The Journal of Nutrition, 141
C. Chu, Milady Niñonuevo, B. Clowers, P. Perkins, H. An, Hongfeng Yin, K. Killeen, S. Miyamoto, R. Grimm, C. Lebrilla (2009)
Profile of native N‐linked glycan structures from human serum using high performance liquid chromatography on a microfluidic chip and time‐of‐flight mass spectrometryPROTEOMICS, 9
Hongmei Yang, Y. Yu, F. Song, Shuying Liu (2011)
Structural Characterization of Neutral Oligosaccharides by Laser-Enhanced In-Source Decay of MALDI-FTICR MSJournal of The American Society for Mass Spectrometry, 22
T. Urashima, Tadao Saito, Tadashi Nakamura, M. Messer (2001)
Oligosaccharides of milk and colostrum in non-human mammalsGlycoconjugate Journal, 18
Z. Shen, C. Warren, D. Newburg (2000)
High-performance capillary electrophoresis of sialylated oligosaccharides of human milk.Analytical biochemistry, 279 1
G. Coppa, L. Zampini, T. Galeazzi, B. Facinelli, L. Ferrante, R. Capretti, G. Orazio (2006)
Human Milk Oligosaccharides Inhibit the Adhesion to Caco-2 Cells of Diarrheal Pathogens: Escherichia coli, Vibrio cholerae, and Salmonella fyrisPediatric Research, 59
S. Martín-Sosa, María Martín, P. Hueso (2002)
The sialylated fraction of milk oligosaccharides is partially responsible for binding to enterotoxigenic and uropathogenic Escherichia coli human strains.The Journal of nutrition, 132 10
Danielle Aldredge, H. An, N. Tang, K. Waddell, C. Lebrilla (2012)
Annotation of a serum N-glycan library for rapid identification of structures.Journal of proteome research, 11 3
Riccardo LoCascio, Milady Niñonuevo, S. Freeman, D. Sela, R. Grimm, C. Lebrilla, D. Mills, J. German (2007)
Glycoprofiling of bifidobacterial consumption of human milk oligosaccharides demonstrates strain specific, preferential consumption of small chain glycans secreted in early human lactation.Journal of agricultural and food chemistry, 55 22
Yongming Xie, K. Tseng, C. Lebrilla, J. Hedrick (2001)
Targeted use of exoglycosidase digestion for the structural elucidation of neutral O-linked oligosaccharidesJournal of the American Society for Mass Spectrometry, 12
Milady Niñonuevo, Patrick Perkins, J. Francis, Latasha Lamotte, Riccardo LoCascio, S. Freeman, David Mills, J. German, R. Grimm, C. Lebrilla (2008)
Daily variations in oligosaccharides of human milk determined by microfluidic chips and mass spectrometry.Journal of agricultural and food chemistry, 56 2
Angela Zivkovic, D. Barile (2011)
Bovine milk as a source of functional oligosaccharides for improving human health.Advances in nutrition, 2 3
S. Albrecht, H. Schols, E. Heuvel, A. Voragen, H. Gruppen (2010)
CE‐LIF‐MSn profiling of oligosaccharides in human milk and feces of breast‐fed babiesELECTROPHORESIS, 31
Milady Niñonuevo, Youmie Park, Hongfeng Yin, Jinhua Zhang, Robert Ward, B. Clowers, J. German, S. Freeman, K. Killeen, R. Grimm, C. Lebrilla (2006)
A strategy for annotating the human milk glycome.Journal of agricultural and food chemistry, 54 20
Shuai Wu, Nannan Tao, J. German, R. Grimm, C. Lebrilla (2010)
Development of an annotated library of neutral human milk oligosaccharides.Journal of proteome research, 9 8
C. Huhn, R. Ramautar, M. Wuhrer, G. Somsen (2010)
Relevance and use of capillary coatings in capillary electrophoresis–mass spectrometryAnalytical and Bioanalytical Chemistry, 396
Milady Niñonuevo, H. An, Hongfeng Yin, K. Killeen, R. Grimm, Robert Ward, Bruce German, C. Lebrilla (2005)
Nanoliquid chromatography‐mass spectrometry of oligosaccharides employing graphitized carbon chromatography on microchip with a high‐accuracy mass analyzerELECTROPHORESIS, 26
Bovine milk oligosaccharides (BMOs) are recognized by the dairy and food industries, as well as by infant formula manufacturers, as novel, high-potential bioactive food ingredients. Recent studies revealed that bovine milk contains complex oligosaccharides structurally related to those previously thought to be present in only human milk. These BMOs are microbiotic modulators involved in important biological activities, including preventing pathogen binding to the intestinal epithelium and serving as nutrients for a selected class of beneficial bacteria. Only a small number of BMO structures are fully elucidated. To better understand the potential of BMOs as a class of biotherapeutics, their detailed structure analysis is needed. This study initiated the development of a structure library of BMOs and a comprehensive evaluation of structure-related specificity. The bovine milk glycome was profiled by high-performance mass spectrometry and advanced separation techniques to obtain a comprehensive catalog of BMOs, including several novel, lower abundant neutral and fucosylated oligosaccharides that are often overlooked during analysis. Structures were identified using isomer-specific tandem mass spectroscopy and targeted exoglycosidase digestions to produce a BMO library detailing retention time, accurate mass and structure to allow their rapid identification in future studies.
Glycobiology – Oxford University Press
Published: Jun 22, 2013
Keywords: bovine colostrum high-performance liquid chromatography oligosaccharides tandem mass spectrometry
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